M1404

诺考达唑

≥99% (TLC), powder

• 别名: R 17934, 甲基-(5-噻吩甲酰-2-苯并咪唑基)氨基甲酸, 甲基N(5-噻吩甲酰-2-苯并咪唑基)氨基甲酸, 诺考达唑
• 经验公式（希尔记法）: C₁₄H₁₁N₃O₃S
• CAS号: 31430-18-9
• 分子量: 301.32
• Beilstein: 1085978
• EC號碼: 250-626-5
• MDL號碼: MFCD00005588
• 分類程式碼代碼: 12352200
• PubChem物質ID: 24278535
• NACRES: NA.77

属性

• 品質等級: 300
• 化驗: ≥99% (TLC)
• 形狀: powder
• mp: 300 °C (dec.)
• 溶解度: DMSO: soluble 10 mg/mL (may require heating); H₂O: insoluble
• 儲存溫度: 2-8°C
• SMILES 字串: COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c3cccs3
• InChI: 1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)
• InChI 密鑰: KYRVNWMVYQXFEU-UHFFFAOYSA-N
• 基因資訊: human ... TUBB(203068)

说明

一般說明

Nocodazole (NZO) is an experimental benzimidazole-based agent that targets both protein kinases and microtubules. It serves as a lead compound in the quest for new colchicine binding site inhibitors (CBSIs). This co-crystallized ligand acts as a high-affinity ligand for cancer-related kinases ABL, c-KIT, BRAF, and MEK, and functions as a rapidly-reversible inhibitor of microtubule polymerization.

應用

Nocodazole has been used to induce microtubule depolymerization in mouse melanoma B16-F1 cells. It has also been used to treat A549 cells for mitotic arrest.

生化／生理作用

诺考达唑(Nocodazole)是一种抗有丝分裂剂，通过结合β−−微管蛋白，阻止两对链间二硫键之一的形成，进而抑制微管动力学、破坏有丝分裂纺锤体功能和片段化高尔基复合体来解聚微管。诺考达唑将细胞周期阻滞在G₂/M期，也阻止T细胞抗原受体的磷酸化并抑制其活性。在一些正常和肿瘤细胞系中，诺考达唑刺激微管蛋白内在GTP酶活性，激活JNK/SAPK信号传导通路和诱导凋亡。诺考达唑增强CRISPR同源重组修复(HDR)效率和加强Cas9介导的编辑频率。

外觀

颜色从白色到淡黄色和粉红色

安全信息

• 象形圖: GHS08
• 訊號詞: Warning
• 危險聲明: H341,H361d
• 防範說明: P201 - P202 - P280 - P308 + P313 - P405 - P501
• 危險分類: Muta. 2 - Repr. 2
• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable
• 個人防護裝備: Eyeshields, Gloves, type N95 (US)